Comparison of experimental and estimated polarizabilities for organic compounds using ThermoML Archive data
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1 Comparison of experimental and estimated polarizabilities for organic compounds using ThermoML Archive data Axel Drefahl Internet: We compare values for the experimentally derived and estimated molecular polarizability for compounds that have not been used in the original design of the estimation method. The compounds along with mass density, ρ, and refractive index (Na-D line), n D, have been extracted from the ThermoML Archive (status: February, 2007). Experimental polarizability values are those calculated with the Lorentz- Lorenz (LL) equation from observed data for the liquid density, ρ, and the refractive index (Na-D line), n D : α LL = n2 D 1 M n 2 D + 2 ρ (1) Estimated polarizability values are those estimated the atom additivity (AA) approach of Bosque and Sales (J.Chem.Inf.Comput.Sci.2003,42, ): α AA = Σc A N A (2) where c A is the contribution for atom with element symbol A and N A is number of respective atoms per molecule. A can be C, H, O, S, N, P, F, Cl, Br, and I. The summation is over all element symbols Pearson s correlation coefficient values are those estimat R = Σ(d AAd LL ) (Σd 2 AA Σd2 LL )1/2 (3) where d AA = α AA,i ᾱ AA and d LL = α LL,i ᾱ LL. Each summation is done over all i pairs. The pairs (α AA, α LL ) are listed in the following for 20 and 25 C ordered by molecular formula. The result: R = for the data at 20 C and R = for the data 25 C. 1
2 Compounds with experimental polarizabilities at 20 C: C2H2Br4 1,1,2,2-tetrabromoethane [ ] jct/2006v38/i01/j.jct α AA = 16.85, α LL = C2H2Br4 1,1,2,2-tetrabromoethane [ ] jct/2006v38/i09/2006alhalb0 α AA = 16.85, α LL = C2H2Cl4 1,1,1,2-tetrachloroethane [ ] fpe/2006v249/i01/j.fluid α AA = 12.33, α LL = C2H3Cl3 trichloroethane [ ] fpe/2006v249/i01/j.fluid α AA = 10.34, α LL = C3H5Cl 3-chloro-1-propene [ ] jced/2003v48/i04/je034018b α AA = 7.88, α LL = 8.11 C5H10O 2-ethoxypropene [ ] jct/2006v38/i07/j.jct α AA = 10.18, α LL = C5H10O 3-methyl-2-butanone [ ] jced/2006v51/i05/je060025z.xml α AA = 10.18, α LL = C5H10O2 tetrahydrofurfuryl alcohol [ ] jced/2005v50/i02/je049605r α AA = 10.75, α LL = C5H12O 2-methyl-1-butanol [ ] jced/2004v49/i06/je030216r α AA = 10.53, α LL =
3 C6H10O4 dimethyl succinate [ ] jct/2007v39/i02/j.jct α AA = 13.40, α LL = C6H12O2 ethyl butanoate [ ] fpe/2005v234/i01/j.fluid α AA = 12.61, α LL = C7H12O4 dimethyl glutarate [ ] jct/2007v39/i02/j.jct xml α AA = 15.26, α LL = C7H14O 5-methyl-2-hexanone [ ] fpe/2006v250/i01/j.fluid α AA = 13.89, α LL = C7H16O3 ethyl orthoformate [ ] jct/2004v36/i11/j.jct α AA = 15.38, α LL = C8H14O2 cyclohexyl acetate [ ] jced/2006v51/i05/je060025z α AA = 15.98, α LL = C8H14O2 cyclohexyl acetate [ ] jct/2005v37/i02/j.jct α AA = 15.98, α LL = C8H14O2 cyclohexyl acetate [ ] jced/2005v50/i02/je049605r α AA = 15.98, α LL = C8H14O4 dimethyl adipate [ ] jct/2007v39/i02/j.jct α AA = 17.12, α LL =
4 C8H14O4 dimethyl adipate [ ] fpe/2005v230/i01/2005inc0 α AA = 17.12, α LL = C8H16O 6-methyl-3-heptanone [ ] fpe/2006v250/i01/j.fluid α AA = 15.75, α LL = C9H12 propylbenzene [ ] jced/2006v51/i01/je α AA = 16.00, α LL = C9H20O 1-nonanol [ ] jced/2006v51/i05/je060025z α AA = 17.96, α LL = C10H14 butylbenzene [ ] jced/2006v51/i01/je α AA = 17.85, α LL = C12H14O4 diethyl phthalate [ ] jct/2006v38/i11/2006xuliu0 α AA = 23.16, α LL = C12H14O4 diethyl phthalate [ ] jct/2005v37/i10/j.jct α AA = 23.16, α LL = C10H16.alpha.-pinene [ ] jced/2003v48/i05/je025631i α AA = 18.20, α LL = C10H16.alpha.-pinene [ ] jct/2005v37/i03/j.jct α AA = 18.20, α LL = C18H36O 4
5 (Z)-9-octadecen-1-ol [ ] jced/2006v51/i05/je060025z α AA = 34.33, α LL = C18H36O (Z)-9-octadecen-1-ol [ ] fpe/2006v250/i01/j.fluid α AA = 34.33, α LL = C24H51N trioctylamine [ ] jced/2006v51/i05/je060025z α AA = 46.46, α LL = C28H46O4 1,2-benzenedicarboxylic acid, diisodecyl ester [ ] jced/2005v50/i06/je050151n.xml α AA = 52.89, α LL = Compounds with experimental polarizabilities at 25 C: C4H9Cl 2-chlorobutane [ ] jct/2007v39/i01/j.jct α AA = 10.08, α LL = C4H9Cl isobutyl chloride [ ] jct/2007v39/i01/j.jct α AA = 10.08, α LL = C4H9Cl tert-butyl chloride [ ] jct/2007v39/i01/j.jct α AA = 10.08, α LL = C4H12N2O 2-((2-aminoethyl)amino)ethanol [ ] jced/2006v51/i04/je060032n α AA = 11.08, α LL = C5H8O2 vinyl propionate [ ] jced/2005v50/i02/je049909d.xml α AA = 10.40, α LL =
6 C5H10Cl2 1,5-dichloropentane [ ] jct/2005v37/i12/j.jct α AA = 13.93, α LL = C5H10O 3-methyl-2-butanone [ ] jced/2005v50/i04/je050062a α AA = 10.18, α LL = C5H10O2 butyl formate [ ] jct/2006v38/i09/2006ortmar0 α AA = 10.75, α LL = C5H10O3 ethyl lactate [ ] jced/2006v51/i04/je060052p α AA = 11.32, α LL = C5H12O 2-methyl-1-butanol [ ] jced/2006v51/i05/je060238o α AA = 10.53, α LL = C5H12O 2-methyl-1-butanol [ ] jced/2005v50/i05/je α AA = 10.53, α LL = C5H12O 2-methyl-1-butanol [ ] jced/2006v51/i02/je α AA = 10.53, α LL = C5H12O 2-methyl-1-butanol [ ] jced/2006v51/i01/je α AA = 10.53, α LL = C5H12O 3-methyl-2-butanol [ ] jced/2005v50/i04/je050062a α AA = 10.53, α LL =
7 C5H12O2 2,2-dimethoxypropane [ ] jced/2005v50/i06/je050013y α AA = 11.10, α LL = C6H5Cl2OP phenylphosphonic dichloride [ ] jced/2004v49/i03/je034263v α AA = 17.62, α LL = C6H5F fluorobenzene [ ] tca/2005v439/i01/j.tca α AA = 10.47, α LL = C6H10O4 diethyl oxalate [ ] jced/2003v48/i06/je α AA = 13.40, α LL = C6H10O4 diethyl oxalate [ ] jced/2005v50/i03/je049610v α AA = 13.40, α LL = C6H12Cl2 1,6-dichlorohexane [ ] jct/2005v37/i12/j.jct α AA = 15.79, α LL = C6H12O2 ethyl butanoate [ ] jct/2005v37/i12/j.jct α AA = 12.61, α LL = C6H12O2 propyl propanoate [ ] jced/2006v51/i01/je α AA = 12.61, α LL = C6H12O2 isobutyl ethanoate [ ] fpe/2005v232/i01/2005munmon0 α AA = 12.61, α LL = C6H12O2 7
8 tert-butyl ethanoate [ ] fpe/2005v227/i01/2005monmun0 α AA = 12.61, α LL = C6H12O3 paraldehyde [ ] jced/2006v51/i01/je050183a α AA = 13.18, α LL = C6H13Cl 1-chlorohexane [ ] jct/2006v38/i07/j.jct α AA = 13.80, α LL = C6H13Cl 1-chlorohexane [ ] tca/2005v426/i01/2005oswgar0 α AA = 13.80, α LL = C6H14 2-methylpentane [ ] jced/2005v50/i04/je050062a α AA = 11.81, α LL = C6H14O2 3,6-dioxaoctane [ ] tca/2006v447/i02/2006fracom0 α AA = 12.96, α LL = C7H12O4 dimethyl glutarate [ ] jced/2005v50/i05/je049571n α AA = 15.26, α LL = C7H14O2 butyl propanoate [ ] jced/2006v51/i06/je060314n α AA = 14.47, α LL = C7H14O2 butyl propanoate [ ] fpe/2005v238/i01/j.fluid α AA = 14.47, α LL = C7H14O2 butyl propanoate [ ] 8
9 jct/2006v38/i09/2006ortmar0 α AA = 14.47, α LL = C7H14O2 ethyl pentanoate [ ] jct/2005v37/i12/j.jct α AA = 14.47, α LL = C7H14O2 ethyl isovalerate [ ] jced/2006v51/i05/je060139a α AA = 14.47, α LL = C7H14O2 ethyl isovalerate [ ] α AA = 14.47, α LL = C7H16O butane, 2-ethoxy-2-methyl- [ ] fpe/2005v233/i01/j.fluid α AA = 14.24, α LL = C7H16O butane, 2-ethoxy-2-methyl- [ ] jced/2004v49/i03/je α AA = 14.24, α LL = C8H8O2 methyl benzoate [ ] jced/2006v51/i05/je060139a α AA = 14.93, α LL = C8H8O2 methyl benzoate [ ] α AA = 14.93, α LL = C8H11N DL-1-phenylethylamine [ ] jced/2005v50/i01/je α AA = 15.34, α LL = C8H16O2 methyl heptanoate [ ] jct/2007v39/i02/j.jct
10 α AA = 16.32, α LL = C8H16O2 ethyl caproate [ ] α AA = 16.32, α LL = C8H16O2 ethyl caproate [ ] jced/2006v51/i05/je α AA = 16.32, α LL = C8H16O2 butyl butanoate [ ] jct/2006v38/i09/2006ortmar0 α AA = 16.32, α LL = C8H18O butyl tert-butyl ether [ ] tca/2005v435/i02/2005arcarc0 α AA = 16.10, α LL = C8H18O4 triglyme [ ] jced/2004v49/i02/je α AA = 17.81, α LL = C9H10O2 benzyl acetate [ ] jced/2006v51/i05/je060139a α AA = 16.79, α LL = C9H10O2 benzyl acetate [ ] α AA = 16.79, α LL = C9H18O2 isopentyl butanoate [ ] α AA = 18.18, α LL = C9H18O2 isopentyl butanoate [ ] jced/2006v51/i05/je α AA = 18.18, α LL =
11 C10H12O2 benzyl propanoate [ ] jced/2006v51/i05/je060139a α AA = 18.65, α LL = C10H12O2 benzyl propanoate [ ] α AA = 18.65, α LL = C10H12O2 ethyl phenylethanoate [ ] α AA = 18.65, α LL = C10H12O2 ethyl phenylethanoate [ ] jced/2006v51/i05/je α AA = 18.65, α LL = C10H14 butylbenzene [ ] jct/2005v37/i09/j.jct α AA = 17.85, α LL = C10H18 trans-decalin [ ] fpe/2006v243/i01/j.fluid α AA = 18.55, α LL = C10H18O dl-2,6-dimethyl-2,7-octadien-6-ol [ ] fpe/2005v238/i01/j.fluid α AA = 19.12, α LL = C10H20O2 ethyl octanoate [ ] α AA = 20.04, α LL = C10H20O2 ethyl octanoate [ ] jced/2006v51/i05/je α AA = 20.04, α LL =
12 C10H22O5 dimethoxytetraglycol [ ] jced/2004v49/i02/je α AA = 22.10, α LL = C12H14O4 diethyl phthalate [ ] jced/2003v48/i06/je α AA = 23.16, α LL = C14H30 tetradecane [ ] jct/2006v38/i08/2006mutman0 α AA = 26.68, α LL = C14H30 tetradecane [ ] jced/2003v48/i06/je030147g α AA = 26.68, α LL = C24H38O4 dioctyl phthalate [ ] jced/2003v48/i06/je α AA = 45.45, α LL = C30H62 2,6,10,15,19,23-hexamethyltetracosane [ ] ijt/2005v26/i03/2005tri0 α AA = 56.41, α LL = This document is supplementing the paper entitled Extraction and Application of Environmentally Relevant Chemical Information from the ThermoML Archive ( submitted to the EnviroInfo 2007, Sept in Poland, Warsaw 2007 Axel Drefahl 12
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